CA1334776C - Agent epaississant modificateur des caracteristiques rheologiques de compositions aqueuses chargees et/ou pigmentees, blanches ou colorees - Google Patents
Agent epaississant modificateur des caracteristiques rheologiques de compositions aqueuses chargees et/ou pigmentees, blanches ou coloreesInfo
- Publication number
- CA1334776C CA1334776C CA000603139A CA603139A CA1334776C CA 1334776 C CA1334776 C CA 1334776C CA 000603139 A CA000603139 A CA 000603139A CA 603139 A CA603139 A CA 603139A CA 1334776 C CA1334776 C CA 1334776C
- Authority
- CA
- Canada
- Prior art keywords
- copolymer
- surfactant
- monomer
- compositions
- copolymer according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 73
- 239000002562 thickening agent Substances 0.000 title description 90
- 239000003973 paint Substances 0.000 claims abstract description 70
- 229920001577 copolymer Polymers 0.000 claims abstract description 69
- 239000000178 monomer Substances 0.000 claims abstract description 66
- 239000004094 surface-active agent Substances 0.000 claims abstract description 58
- 230000008719 thickening Effects 0.000 claims abstract description 31
- 150000001875 compounds Chemical class 0.000 claims abstract description 24
- 239000012948 isocyanate Substances 0.000 claims abstract description 17
- 150000002513 isocyanates Chemical class 0.000 claims abstract description 17
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 10
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 7
- 230000007935 neutral effect Effects 0.000 claims abstract description 6
- 239000011248 coating agent Substances 0.000 claims abstract description 4
- 239000008199 coating composition Substances 0.000 claims abstract description 4
- 238000000576 coating method Methods 0.000 claims abstract description 4
- 239000002537 cosmetic Substances 0.000 claims abstract description 4
- 239000003599 detergent Substances 0.000 claims abstract description 4
- 238000005553 drilling Methods 0.000 claims abstract description 4
- 239000012530 fluid Substances 0.000 claims abstract description 4
- 239000010985 leather Substances 0.000 claims abstract description 4
- 235000015067 sauces Nutrition 0.000 claims abstract description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 56
- VVJKKWFAADXIJK-UHFFFAOYSA-N Allylamine Chemical compound NCC=C VVJKKWFAADXIJK-UHFFFAOYSA-N 0.000 claims description 30
- 239000003795 chemical substances by application Substances 0.000 claims description 30
- -1 2-ethyl-hexyl Chemical group 0.000 claims description 21
- 239000000049 pigment Substances 0.000 claims description 19
- 229920001223 polyethylene glycol Polymers 0.000 claims description 18
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 17
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 16
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 11
- 239000011230 binding agent Substances 0.000 claims description 11
- 239000000470 constituent Substances 0.000 claims description 11
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical group [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 claims description 9
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 9
- 239000002253 acid Substances 0.000 claims description 9
- 125000005442 diisocyanate group Chemical group 0.000 claims description 9
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 8
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 6
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
- 239000000945 filler Substances 0.000 claims description 6
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 5
- 239000005977 Ethylene Substances 0.000 claims description 5
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 239000008346 aqueous phase Substances 0.000 claims description 5
- 239000002270 dispersing agent Substances 0.000 claims description 5
- 229920001451 polypropylene glycol Polymers 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- 150000001412 amines Chemical class 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 150000002430 hydrocarbons Chemical class 0.000 claims description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 4
- 125000005395 methacrylic acid group Chemical group 0.000 claims description 4
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 claims description 4
- 239000011591 potassium Substances 0.000 claims description 4
- 229910052700 potassium Inorganic materials 0.000 claims description 4
- QIRNGVVZBINFMX-UHFFFAOYSA-N 2-allylphenol Chemical compound OC1=CC=CC=C1CC=C QIRNGVVZBINFMX-UHFFFAOYSA-N 0.000 claims description 3
- VXDHQYLFEYUMFY-UHFFFAOYSA-N 2-methylprop-2-en-1-amine Chemical compound CC(=C)CN VXDHQYLFEYUMFY-UHFFFAOYSA-N 0.000 claims description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 3
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000003139 biocide Substances 0.000 claims description 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 239000011575 calcium Substances 0.000 claims description 3
- 229910052791 calcium Inorganic materials 0.000 claims description 3
- 239000011777 magnesium Substances 0.000 claims description 3
- 229910052749 magnesium Inorganic materials 0.000 claims description 3
- 230000003472 neutralizing effect Effects 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- VNMOIBZLSJDQEO-UHFFFAOYSA-N 1,10-diisocyanatodecane Chemical compound O=C=NCCCCCCCCCCN=C=O VNMOIBZLSJDQEO-UHFFFAOYSA-N 0.000 claims description 2
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 claims description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 2
- OVBFMUAFNIIQAL-UHFFFAOYSA-N 1,4-diisocyanatobutane Chemical compound O=C=NCCCCN=C=O OVBFMUAFNIIQAL-UHFFFAOYSA-N 0.000 claims description 2
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 claims description 2
- ATOUXIOKEJWULN-UHFFFAOYSA-N 1,6-diisocyanato-2,2,4-trimethylhexane Chemical compound O=C=NCCC(C)CC(C)(C)CN=C=O ATOUXIOKEJWULN-UHFFFAOYSA-N 0.000 claims description 2
- 229940008841 1,6-hexamethylene diisocyanate Drugs 0.000 claims description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 claims description 2
- XDMBIDYMRMMSQN-UHFFFAOYSA-N 3-methyloxepane Chemical compound CC1CCCCOC1 XDMBIDYMRMMSQN-UHFFFAOYSA-N 0.000 claims description 2
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 2
- JLBJTVDPSNHSKJ-UHFFFAOYSA-N 4-Methylstyrene Chemical compound CC1=CC=C(C=C)C=C1 JLBJTVDPSNHSKJ-UHFFFAOYSA-N 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 2
- 229910019142 PO4 Inorganic materials 0.000 claims description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 2
- MJCJUDJQDGGKOX-UHFFFAOYSA-N n-dodecyldodecan-1-amine Chemical class CCCCCCCCCCCCNCCCCCCCCCCCC MJCJUDJQDGGKOX-UHFFFAOYSA-N 0.000 claims description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 150000002989 phenols Chemical class 0.000 claims description 2
- 235000021317 phosphate Nutrition 0.000 claims description 2
- 150000003013 phosphoric acid derivatives Chemical class 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- QVKOLZOAOSNSHQ-UHFFFAOYSA-N prop-1-ene;prop-2-enoic acid Chemical class CC=C.OC(=O)C=C QVKOLZOAOSNSHQ-UHFFFAOYSA-N 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 claims description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 claims 2
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 claims 1
- SZBXTBGNJLZMHB-UHFFFAOYSA-N 1-chloro-2,4-diisocyanatobenzene Chemical compound ClC1=CC=C(N=C=O)C=C1N=C=O SZBXTBGNJLZMHB-UHFFFAOYSA-N 0.000 claims 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims 1
- DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical class CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 claims 1
- PJBLFINWUMTYJP-UHFFFAOYSA-N C=C.N=C=O Chemical group C=C.N=C=O PJBLFINWUMTYJP-UHFFFAOYSA-N 0.000 claims 1
- CNCOEDDPFOAUMB-UHFFFAOYSA-N N-Methylolacrylamide Chemical compound OCNC(=O)C=C CNCOEDDPFOAUMB-UHFFFAOYSA-N 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 229960000541 cetyl alcohol Drugs 0.000 claims 1
- KQWGXHWJMSMDJJ-UHFFFAOYSA-N cyclohexyl isocyanate Chemical compound O=C=NC1CCCCC1 KQWGXHWJMSMDJJ-UHFFFAOYSA-N 0.000 claims 1
- 239000001294 propane Substances 0.000 claims 1
- 239000007864 aqueous solution Substances 0.000 abstract description 6
- 239000000463 material Substances 0.000 abstract 2
- 238000010422 painting Methods 0.000 description 40
- 238000009472 formulation Methods 0.000 description 20
- 238000011049 filling Methods 0.000 description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000005058 Isophorone diisocyanate Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 238000012360 testing method Methods 0.000 description 13
- ZVEMLYIXBCTVOF-UHFFFAOYSA-N 1-(2-isocyanatopropan-2-yl)-3-prop-1-en-2-ylbenzene Chemical compound CC(=C)C1=CC=CC(C(C)(C)N=C=O)=C1 ZVEMLYIXBCTVOF-UHFFFAOYSA-N 0.000 description 11
- 238000005259 measurement Methods 0.000 description 11
- 239000002609 medium Substances 0.000 description 11
- 102100032029 Epidermal growth factor-like protein 6 Human genes 0.000 description 8
- 101000921196 Homo sapiens Epidermal growth factor-like protein 6 Proteins 0.000 description 8
- 238000002360 preparation method Methods 0.000 description 8
- 230000007423 decrease Effects 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 6
- 239000000839 emulsion Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 238000007665 sagging Methods 0.000 description 5
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 5
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 4
- RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 description 4
- 235000021189 garnishes Nutrition 0.000 description 4
- 150000003254 radicals Chemical group 0.000 description 4
- 238000012546 transfer Methods 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000003197 catalytic effect Effects 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical class OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- 101100347605 Arabidopsis thaliana VIII-A gene Proteins 0.000 description 2
- 101100347612 Arabidopsis thaliana VIII-B gene Proteins 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical group CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 239000002671 adjuvant Substances 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000002518 antifoaming agent Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000002089 crippling effect Effects 0.000 description 2
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 2
- 229940043264 dodecyl sulfate Drugs 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 238000005188 flotation Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000007791 liquid phase Substances 0.000 description 2
- QGWDKKHSDXWPET-UHFFFAOYSA-E pentabismuth;oxygen(2-);nonahydroxide;tetranitrate Chemical compound [OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[OH-].[O-2].[Bi+3].[Bi+3].[Bi+3].[Bi+3].[Bi+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O QGWDKKHSDXWPET-UHFFFAOYSA-E 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 229920000570 polyether Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 238000009877 rendering Methods 0.000 description 2
- 230000000717 retained effect Effects 0.000 description 2
- 238000000518 rheometry Methods 0.000 description 2
- 238000000974 shear rheometry Methods 0.000 description 2
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 2
- 229940001584 sodium metabisulfite Drugs 0.000 description 2
- 235000010262 sodium metabisulphite Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- GQVMHMFBVWSSPF-SOYUKNQTSA-N (4E,6E)-2,6-dimethylocta-2,4,6-triene Chemical compound C\C=C(/C)\C=C\C=C(C)C GQVMHMFBVWSSPF-SOYUKNQTSA-N 0.000 description 1
- MTZUIIAIAKMWLI-UHFFFAOYSA-N 1,2-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC=C1N=C=O MTZUIIAIAKMWLI-UHFFFAOYSA-N 0.000 description 1
- KUNHMPRZRLYIFK-UHFFFAOYSA-N 1-(2-isocyanato-3-methylbutan-2-yl)-2-methylbenzene Chemical compound O=C=NC(C)(C(C)C)C1=CC=CC=C1C KUNHMPRZRLYIFK-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical class CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 1
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 1
- 102100022299 All trans-polyprenyl-diphosphate synthase PDSS1 Human genes 0.000 description 1
- 101100328886 Caenorhabditis elegans col-2 gene Proteins 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- 239000004908 Emulsion polymer Substances 0.000 description 1
- 101000902409 Homo sapiens All trans-polyprenyl-diphosphate synthase PDSS1 Proteins 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 229920006063 Lamide® Polymers 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical class COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- 101100064079 Mus musculus Pdss1 gene Proteins 0.000 description 1
- MOMWFXLCFJOAFX-UHFFFAOYSA-N OOOOOOOO Chemical compound OOOOOOOO MOMWFXLCFJOAFX-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- UKLDJPRMSDWDSL-UHFFFAOYSA-L [dibutyl(dodecanoyloxy)stannyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)O[Sn](CCCC)(CCCC)OC(=O)CCCCCCCCCCC UKLDJPRMSDWDSL-UHFFFAOYSA-L 0.000 description 1
- 150000001253 acrylic acids Chemical class 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 125000000746 allylic group Chemical group 0.000 description 1
- 229910001870 ammonium persulfate Inorganic materials 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- GQVMHMFBVWSSPF-UHFFFAOYSA-N cis-alloocimene Natural products CC=C(C)C=CC=C(C)C GQVMHMFBVWSSPF-UHFFFAOYSA-N 0.000 description 1
- 230000015271 coagulation Effects 0.000 description 1
- 238000005345 coagulation Methods 0.000 description 1
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- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
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- VTXVGVNLYGSIAR-UHFFFAOYSA-N decane-1-thiol Chemical compound CCCCCCCCCCS VTXVGVNLYGSIAR-UHFFFAOYSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 239000012975 dibutyltin dilaurate Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 230000032050 esterification Effects 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000005189 flocculation Methods 0.000 description 1
- 230000016615 flocculation Effects 0.000 description 1
- ZIMKJLALTRLXJO-UHFFFAOYSA-N hioc Chemical compound C12=CC(O)=CC=C2NC=C1CCNC(=O)C1CCCNC1=O ZIMKJLALTRLXJO-UHFFFAOYSA-N 0.000 description 1
- 230000036571 hydration Effects 0.000 description 1
- 238000006703 hydration reaction Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- YCKRDADEZVWYPB-UHFFFAOYSA-N isocyanatocyclohexane Chemical compound O=C=N[C]1CCCCC1 YCKRDADEZVWYPB-UHFFFAOYSA-N 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 239000002655 kraft paper Substances 0.000 description 1
- 231100001231 less toxic Toxicity 0.000 description 1
- 230000000670 limiting effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 238000010907 mechanical stirring Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- RBQRWNWVPQDTJJ-UHFFFAOYSA-N methacryloyloxyethyl isocyanate Chemical group CC(=C)C(=O)OCCN=C=O RBQRWNWVPQDTJJ-UHFFFAOYSA-N 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229920000847 nonoxynol Polymers 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000019612 pigmentation Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000000135 prohibitive effect Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 239000003507 refrigerant Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000004576 sand Substances 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000004088 simulation Methods 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 238000005063 solubilization Methods 0.000 description 1
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- 125000003107 substituted aryl group Chemical group 0.000 description 1
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- 238000011282 treatment Methods 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- IHPKGUQCSIINRJ-UHFFFAOYSA-N β-ocimene Natural products CC(C)=CCC=C(C)C=C IHPKGUQCSIINRJ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/87—Polyurethanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/04—Acids; Metal salts or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F8/00—Chemical modification by after-treatment
- C08F8/44—Preparation of metal salts or ammonium salts
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/43—Thickening agents
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K3/00—Materials not provided for elsewhere
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/08—Homopolymers or copolymers of acrylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
- C08L33/10—Homopolymers or copolymers of methacrylic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Cosmetics (AREA)
- Dental Preparations (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Medicinal Preparation (AREA)
- Polyesters Or Polycarbonates (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Detergent Compositions (AREA)
- Polyurethanes Or Polyureas (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8809509A FR2633930B1 (fr) | 1988-07-07 | 1988-07-07 | Agent epaississant modificateur des caracteristiques rheologiques de compositions aqueuses chargees et/ou pigmentees, blanches ou colorees |
| FR8809509 | 1988-07-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1334776C true CA1334776C (fr) | 1995-03-14 |
Family
ID=9368391
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000603139A Expired - Fee Related CA1334776C (fr) | 1988-07-07 | 1989-06-19 | Agent epaississant modificateur des caracteristiques rheologiques de compositions aqueuses chargees et/ou pigmentees, blanches ou colorees |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US5015711A (forum.php) |
| EP (1) | EP0350414B1 (forum.php) |
| JP (1) | JPH0299573A (forum.php) |
| AT (1) | ATE75234T1 (forum.php) |
| AU (1) | AU612275B2 (forum.php) |
| CA (1) | CA1334776C (forum.php) |
| DE (1) | DE68901315D1 (forum.php) |
| DK (1) | DK174670B1 (forum.php) |
| ES (1) | ES2030587T3 (forum.php) |
| FI (1) | FI95281C (forum.php) |
| FR (1) | FR2633930B1 (forum.php) |
| GR (1) | GR3004447T3 (forum.php) |
| NO (1) | NO173018C (forum.php) |
| PT (1) | PT91085B (forum.php) |
Families Citing this family (66)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4801671A (en) * | 1987-06-25 | 1989-01-31 | Desoto, Inc. | Production of alkali-soluble, carboxyl-functional aqueous emulsion thickeners |
| US4797223A (en) * | 1988-01-11 | 1989-01-10 | Rohm And Haas Company | Water soluble polymers for detergent compositions |
| US5589534A (en) * | 1990-10-16 | 1996-12-31 | Akzo Nobel N.V. | Aqueous coating compositions including a reactive emulsifier |
| US5292828A (en) * | 1992-05-29 | 1994-03-08 | Union Carbide Chemicals & Plastics Technology Corporation | Polymers containing complex hydrophobic groups |
| FI945609A7 (fi) * | 1992-05-29 | 1995-01-30 | Union Carbide Chemical & Plastics | Makromonomeereja sisältävät vesipitoiset lateksit |
| US5292843A (en) * | 1992-05-29 | 1994-03-08 | Union Carbide Chemicals & Plastics Technology Corporation | Polymers containing macromonomers |
| US5426182A (en) * | 1992-05-29 | 1995-06-20 | Union Carbide Chemical & Plastics Technology Corporation | Polysaccharides containing complex hydrophobic groups |
| US5488180A (en) * | 1992-05-29 | 1996-01-30 | Union Carbide Chemicals & Plastics Technology Corporation | Complex hydrophobe compounds |
| US5739378A (en) * | 1992-05-29 | 1998-04-14 | Union Carbide Chemicals & Plastics Technology Corporation | Complex hydrophobe-containing oligomers |
| US5461100A (en) * | 1992-05-29 | 1995-10-24 | Union Carbide Chemicals & Plastics Technology Corporation | Aircraft anti-icing fluids |
| FR2693203B1 (fr) * | 1992-07-01 | 1994-08-26 | Coatex Sas | Copolymère acrylique partiellement ou totalement hydrosoluble, réticulé ou non et son utilisation. |
| US5411596A (en) * | 1993-04-01 | 1995-05-02 | Deluxe Corporation | Oil based composition clean up method and composition for use therein |
| US5549741A (en) | 1992-09-17 | 1996-08-27 | Deluxe Corporation | Ink varnish composition |
| US5431721A (en) | 1992-09-17 | 1995-07-11 | Deluxe Corporation | Ink varnish and composition and method of making the same |
| US5308390A (en) * | 1992-09-17 | 1994-05-03 | Deluxe Corporation | Ink composition and method of making and using such composition |
| US5454956A (en) * | 1993-04-01 | 1995-10-03 | Deluxe Corporation | Method of cleaning waste water and recovery of contaminants therefrom |
| US5369145A (en) * | 1993-06-14 | 1994-11-29 | Block Drug Company | Denture adhesive |
| US5399618A (en) * | 1993-06-28 | 1995-03-21 | Union Carbide Chemical & Plastics Technology Corporation | Processes for preparing aqueous polymer emulsions |
| ES2131143T3 (es) * | 1993-12-01 | 1999-07-16 | Ausimont Spa | Grasas a base de aceites minerales o sinteticos hidrogenados con propiedades mejoradas. |
| DE69513889T2 (de) * | 1994-06-21 | 2000-07-27 | The B.F. Goodrich Co., Brecksville | Degradierbare Mischungszusammensetzung |
| GB9415075D0 (en) * | 1994-07-27 | 1994-09-14 | Cookson Group Plc | Paste or printable ink compositions |
| CA2157691C (en) † | 1994-09-29 | 1998-08-18 | Joseph Doolan | High performance alkali-swellable rheological additives for aqueous systems |
| US5874495A (en) * | 1994-10-03 | 1999-02-23 | Rhodia Inc. | Polymers useful as PH responsive thickeners and monomers therefor |
| US5708068A (en) * | 1995-01-16 | 1998-01-13 | Union Carbide Chemicals & Plastics Technology Corporation | Aircraft deicing/anti-icing fluids thickened by associative polymers |
| US5639841A (en) * | 1995-02-28 | 1997-06-17 | Union Carbide Chemicals & Plastics Technology Corporation | Polymers containing macromonomer mixtures |
| AU759271B2 (en) * | 1995-04-28 | 2003-04-10 | Rhodia Chimie | Latex dispersions containing a hydroxyl functional group and a carboxylic functional group and their use for the manufacture of coatings |
| US6127471A (en) * | 1995-06-07 | 2000-10-03 | Carchalk, Inc. | Coating system composition |
| DE19601763A1 (de) * | 1996-01-19 | 1997-07-24 | Hoechst Ag | Verwendung von Tensiden bei der Trocknung von hydrophilen, hochquellfähigen Hydrogelen |
| CA2205730A1 (en) * | 1996-05-22 | 1997-11-22 | H.B. Fuller Licensing & Financing, Inc. | A structural reactive latex |
| DE19629941C2 (de) * | 1996-07-24 | 1998-11-26 | Schulz Gmbh Farben Und Lackfab | Alkydharz-Decklack |
| CA2294637C (en) * | 1997-06-27 | 2002-10-01 | Younger Ahluwalia | Coated structural articles |
| CA2241120A1 (en) * | 1997-07-03 | 1999-01-03 | Ward Thomas Brown | Coating method and coating composition used therein |
| FR2779638B1 (fr) | 1998-06-15 | 2000-08-04 | Oreal | Composition cosmetique contenant un polysaccharide et un terpolymere acrylique et utilisation de cette composition pour le traitement des matieres keratiniques |
| FR2779647B1 (fr) | 1998-06-15 | 2000-08-04 | Oreal | Composition cosmetique contenant un polymere anionique et un terpolymere acrylique et utilisation de cette composition pour le traitement des matieres keratiniques |
| BR9911170A (pt) * | 1998-06-15 | 2001-04-03 | Union Carbide Chem Plastic | Espessantes de látex solúveis em álcalis |
| FR2779640B1 (fr) | 1998-06-15 | 2000-08-04 | Oreal | Composition cosmetique contenant un polymere cationique et un terpolymere acrylique et utilisation de cette composition pour le traitement des matieres keratiniques |
| FR2779639B1 (fr) | 1998-06-15 | 2000-08-04 | Oreal | Composition cosmetique contenant un polyorganosiloxane et un terpolymere acrylique et utilisation de cette composition pour le traitement des matieres keratiniques |
| FR2779637B1 (fr) * | 1998-06-15 | 2000-09-01 | Oreal | Compositions cosmetiques photoprotectrices, contenant un nanopigment d'oxyde metallique et un terpolymere acrylique et utilisation de ces compositions pour proteger les matieres keratiniques contre le rayonnement ultraviolet |
| US6762269B1 (en) * | 1998-08-13 | 2004-07-13 | National Starch And Chemical Investment Holding Corporation | High temperature viscosity stable thickener |
| US6708456B2 (en) * | 1999-11-30 | 2004-03-23 | Elk Premium Building Products, Inc. | Roofing composite |
| US6500560B1 (en) | 1999-11-30 | 2002-12-31 | Elk Corporation Of Dallas | Asphalt coated structural article |
| US6872440B1 (en) | 1999-11-30 | 2005-03-29 | Elk Premium Building Products, Inc. | Heat reflective coated structural article |
| US6586353B1 (en) | 1999-11-30 | 2003-07-01 | Elk Corp. Of Dallas | Roofing underlayment |
| US6673432B2 (en) | 1999-11-30 | 2004-01-06 | Elk Premium Building Products, Inc. | Water vapor barrier structural article |
| US6573325B1 (en) * | 2000-04-28 | 2003-06-03 | David York | Aqueous surface treatment compositions |
| US20040198915A1 (en) * | 2000-08-25 | 2004-10-07 | Takao Uehara | Defoamers for top coat paints for motor vehicles |
| JP4673962B2 (ja) * | 2000-08-25 | 2011-04-20 | 楠本化成株式会社 | クリアー型塗料塗膜の耐水白化性を有する消泡剤或いは平滑剤 |
| FR2894261B1 (fr) | 2005-12-02 | 2008-02-22 | Clariant France Soc Par Action | Composition aqueuse insolubilisante a base de glyoxal pour le traitement de surface des papiers et cartons. |
| FR2922452B1 (fr) * | 2007-10-19 | 2010-01-22 | Coatex Sas | Formulations de composes organoplatiniques en presence de polymeres associatifs, produits obtenus et leurs utilisations |
| ITVA20080005A1 (it) * | 2008-01-16 | 2009-07-17 | Lamberti Spa | Addensanti associativi |
| FR2931161B1 (fr) * | 2008-05-14 | 2010-04-23 | Coatex Sas | Utilisation d'un couple dispersant acrylique-epaississant associatif dans une peinture alkyde pour ameliorer la retention du niveau de brillant |
| FR2956862B1 (fr) | 2010-02-26 | 2013-03-15 | Coatex Sas | Monomere associatif a base d'alcools oxo, polymere acrylique contenant ce monomere, utilisation dudit polymere comme epaississant dans une formulation aqueuse, formulation obtenue. |
| WO2011147549A1 (en) * | 2010-05-25 | 2011-12-01 | Clariant Production (France) | Paper coating composition, paper coated therewith and method for producing coated paper |
| FR2961816B1 (fr) | 2010-06-25 | 2012-07-06 | Coatex Sas | Emulsions acryliques alkali gonflables sans tensio-actif, leur utilisation dans des formulations aqueuses et formulations les contenant. |
| FR2961815B1 (fr) | 2010-06-25 | 2013-05-10 | Coatex Sas | Emulsions acryliques alkali gonflables a l'acide acrylique, leur utilisation dans des formulations aqueuses et formulations les contenant. |
| BR112014002351A2 (pt) | 2011-08-03 | 2018-02-06 | Air Prod & Chem | copolíreo combinado, produto de higiene pessoal, e composição de higiene pessoal |
| ES2604826T3 (es) | 2012-11-29 | 2017-03-09 | Unilever N.V. | Composiciones detergentes acuosas estructuradas por polímero |
| US20150337241A1 (en) | 2012-11-29 | 2015-11-26 | Conopco, Inc. D/B/A Unilever | Thickened aqueous detergent liquid |
| WO2016120034A1 (en) | 2015-01-29 | 2016-08-04 | Unilever Plc | Thickened aqueous detergent liquid |
| US20180117080A1 (en) * | 2015-04-13 | 2018-05-03 | Avi SHANI | Compositions and methods for treating skin conditions |
| WO2018210700A1 (en) | 2017-05-15 | 2018-11-22 | Unilever Plc | Composition |
| WO2018210523A1 (en) | 2017-05-15 | 2018-11-22 | Unilever Plc | Composition |
| WO2018210522A1 (en) | 2017-05-15 | 2018-11-22 | Unilever Plc | Composition |
| WO2018210524A1 (en) | 2017-05-15 | 2018-11-22 | Unilever Plc | Composition |
| WO2020176565A1 (en) | 2019-02-28 | 2020-09-03 | Ecolab Usa Inc. | Stabilizing system for laundry emulsions |
| US12351779B2 (en) | 2020-12-04 | 2025-07-08 | Ecolab Usa Inc. | Stability and viscosity in high active high caustic laundry emulsion with low HLB surfactant |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60132641A (ja) * | 1983-12-20 | 1985-07-15 | Dainippon Ink & Chem Inc | ビニル共重合樹脂の水分散液の製造方法 |
| US4514552A (en) * | 1984-08-23 | 1985-04-30 | Desoto, Inc. | Alkali soluble latex thickeners |
| CA1285685C (en) * | 1985-02-04 | 1991-07-02 | Ching-Jen Chang | Method for preparation of hydrophobe containing alkali soluble or swellable emulsion copolymers |
| US4600761A (en) * | 1985-04-04 | 1986-07-15 | Alco Chemical Corporation | Acrylic emulsion copolymers for thickening aqueous systems and copolymerizable surfactant monomers for use therein |
| US4735981A (en) * | 1986-10-03 | 1988-04-05 | Desoto, Inc. | Combinations of associative thickeners and aqueous latex paints containing the same |
| US4801671A (en) * | 1987-06-25 | 1989-01-31 | Desoto, Inc. | Production of alkali-soluble, carboxyl-functional aqueous emulsion thickeners |
| US4797223A (en) * | 1988-01-11 | 1989-01-10 | Rohm And Haas Company | Water soluble polymers for detergent compositions |
-
1988
- 1988-07-07 FR FR8809509A patent/FR2633930B1/fr not_active Expired - Lifetime
-
1989
- 1989-06-02 NO NO892254A patent/NO173018C/no unknown
- 1989-06-19 CA CA000603139A patent/CA1334776C/fr not_active Expired - Fee Related
- 1989-07-04 DE DE8989420237T patent/DE68901315D1/de not_active Expired - Lifetime
- 1989-07-04 AT AT89420237T patent/ATE75234T1/de not_active IP Right Cessation
- 1989-07-04 ES ES198989420237T patent/ES2030587T3/es not_active Expired - Lifetime
- 1989-07-04 EP EP89420237A patent/EP0350414B1/fr not_active Expired - Lifetime
- 1989-07-06 AU AU37884/89A patent/AU612275B2/en not_active Ceased
- 1989-07-06 US US07/376,126 patent/US5015711A/en not_active Expired - Lifetime
- 1989-07-06 FI FI893310A patent/FI95281C/fi active IP Right Grant
- 1989-07-06 DK DK198903352A patent/DK174670B1/da not_active IP Right Cessation
- 1989-07-06 PT PT91085A patent/PT91085B/pt not_active IP Right Cessation
- 1989-07-06 JP JP1175390A patent/JPH0299573A/ja active Pending
-
1990
- 1990-03-15 US US07/493,793 patent/US5066710A/en not_active Expired - Lifetime
-
1992
- 1992-04-23 GR GR920400729T patent/GR3004447T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI95281B (fi) | 1995-09-29 |
| GR3004447T3 (forum.php) | 1993-03-31 |
| DK335289A (da) | 1990-01-08 |
| FR2633930A1 (fr) | 1990-01-12 |
| US5066710A (en) | 1991-11-19 |
| DK335289D0 (da) | 1989-07-06 |
| FR2633930B1 (fr) | 1991-04-19 |
| EP0350414B1 (fr) | 1992-04-22 |
| DK174670B1 (da) | 2003-08-25 |
| ATE75234T1 (de) | 1992-05-15 |
| FI893310A7 (fi) | 1990-01-08 |
| AU3788489A (en) | 1990-01-11 |
| NO892254L (no) | 1990-01-08 |
| US5015711A (en) | 1991-05-14 |
| EP0350414A1 (fr) | 1990-01-10 |
| PT91085B (pt) | 1995-01-31 |
| FI95281C (fi) | 1996-01-10 |
| DE68901315D1 (de) | 1992-05-27 |
| NO173018C (no) | 1993-10-13 |
| NO173018B (no) | 1993-07-05 |
| JPH0299573A (ja) | 1990-04-11 |
| NO892254D0 (no) | 1989-06-02 |
| FI893310A0 (fi) | 1989-07-06 |
| PT91085A (pt) | 1990-02-08 |
| AU612275B2 (en) | 1991-07-04 |
| ES2030587T3 (es) | 1992-11-01 |
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